HCID 10420446, compound → HCID 22416552, compound

To a solution of 2-nitroxyethylamine hydrochloride (140 mg, 0.98 mmol) in DMF (1 ml) was added sodium methoxide (42 mg, 0.78 mmol) followed by a solution of propyl 5-amino-N-cyano-3-pyridinecarboximidate (100 mg, 0.49 mmol) in methanol (1 ml) described in Example 6 of Experimental Example 1, and the mixture was stirred at room temperature for 3 hours. After the reaction was completed, the reaction mixture was evaporated under reduced pressure. The residue was suspended in water and extracted with chloroform. The chloroform layer was dried over anhydrous sodium sulfate and concentrated under reduced pressure. The residue thus obtained was purified by silica gel column chromatography with a mixed solvent of methanol and chloroform as an eluent to give the title compound (77 mg, yield 63%) as colorless crystals.

1. customthe reaction mixture was evaporated under reduced pressure
2. extractionextracted with chloroform
3. dry with materialThe chloroform layer was dried over anhydrous sodium sulfate
4. concentrationconcentrated under reduced pressure
5. customThe residue thus obtained
6. customwas purified by silica gel column chromatography with a mixed solvent of methanol and chloroform as an eluent

ORD record

ord-1699b1c901414f1cbf55d290d5a7d6c0

Source dataset

uspto-grants-1996_04

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US05508293